KR20130130933A - Environment-friendly polyurethane composition - Google Patents

Environment-friendly polyurethane composition Download PDF

Info

Publication number
KR20130130933A
KR20130130933A KR1020120054597A KR20120054597A KR20130130933A KR 20130130933 A KR20130130933 A KR 20130130933A KR 1020120054597 A KR1020120054597 A KR 1020120054597A KR 20120054597 A KR20120054597 A KR 20120054597A KR 20130130933 A KR20130130933 A KR 20130130933A
Authority
KR
South Korea
Prior art keywords
compound
zinc
bismuth
weight
zirconium
Prior art date
Application number
KR1020120054597A
Other languages
Korean (ko)
Inventor
황인호
최일환
노상용
Original Assignee
코오롱인더스트리 주식회사
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 코오롱인더스트리 주식회사 filed Critical 코오롱인더스트리 주식회사
Priority to KR1020120054597A priority Critical patent/KR20130130933A/en
Publication of KR20130130933A publication Critical patent/KR20130130933A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/227—Catalysts containing metal compounds of antimony, bismuth or arsenic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Combustion & Propulsion (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The present invention relates to a polyurethane composition and, more specifically, to a polyurethane composition which is environment-friendly by not including four harmful heavy metals which are environment regulation materials; of which mechanical properties and adhesion are improved; which includes urethane prepolymer and a polyol hardening agent including 3-7 wt% of free NCO. The polyol hardening agent includes 40-60 wt% of a body pigment; 0.1-10 wt% of a coloring pigment; 0.01-5 wt% of a bismuth compound; 0.01-5 wt% of a zinc compound; and 0.01-5 wt% of a zirconium compound.

Description

Environment-friendly Polyurethane Composition

The present invention relates to an environment-friendly polyurethane composition, and more particularly, to an environment-friendly polyurethane composition that does not include four harmful heavy metals, which are environmentally regulated, but is environmentally friendly and improves mechanical properties and adhesion.

Polyurethane is a generic term for polymer polyols having a reactive hydroxyl group, and polymer materials obtained by urethane reaction with these reactive polyols and isocyanates. Polyurethane is a synthetic coating elastomer that is relatively inexpensive and easy to install while exhibiting acid resistance, alkali resistance, oil resistance, abrasion resistance, low temperature characteristics, excellent tensile strength and elastic shock absorption performance. The world's first 3M company introduced the so-called artificial urethane elastic track under the name "Tartan track".

Due to the development of mechanization, automation and transportation due to the development of modern scientific civilization, modern people have become increasingly concerned about well-being as the incidence of modern disease increases due to lack of physical activity. In order to maintain a healthy life, , In-line skating, cycling, etc. The population participating in leisure-sports activities is growing rapidly.

However, since the road environment is composed of concrete and asphalt, the lack of elasticity of these roads impacts the knees or ankles during long-time leisure-sport activities. The use of polyurethane with excellent elasticity and workability is expanding.

However, there are serious controversies over human hazards, as research reports have revealed that four major heavy metals such as lead and chromium are detected several times more than the standard value.

In preparing such a conventional polyurethane, according to the Republic of Korea Patent No. 0425027, Republic of Korea Patent No. 0465231, etc., the number average molecular weight of 1,000 to 6,000 reactors of two diol (Diol) and three triol (Triol) Main body and number of urethane prepolymer prepared by reacting equivalence ratio of mixed polyol with isocyanate such as toluene diisocyanate or methylene diisocyane art such that the content of Free NCO (%) is 2-10% Particle size is obtained by mixing amines with extender pigments such as calcium carbonate and talc, colorants and chain extenders to a mixed polyol of diol and triol having three reactors with an average molecular weight of 1,000 to 6,000. By mixing the curing agent adjusted to the ratio corresponding to the predetermined physical performance and adding lead compound (Pb-Octoates) or tin compound (Tin-compound) as a curing accelerator It is prepared by carrying out a urethane crosslinking reaction.

As in the prior art, a curing accelerator which is widely used in a conventional urethane manufacturing method is mainly a lead compound (Pb-Octoates, Pb-Naphthanates). These lead compound curing accelerators have been used for many years since lead compounds have been used as curing accelerators for a long time at room temperature. have. However, the fact that these lead compounds themselves are the target of heavy metal regulation at the time when the regulations on the regulation of heavy metal contents have been strengthened is not preferable.

In addition, in the case of tin compounds, their efficacy as a curing accelerator is lower than that of lead (Pb) compounds, and tin compounds have recently been designated as environmental hormones, and their use is currently restricted.

Meanwhile, Korean Patent No. 0492370 discloses 4,4'-methylene bisorthochloroaniline (4,4'-Methylene bis Ortho) as a lead (Pb) -compound and a chain extender in the production of environmental hormone-induced heavy metal-free polyurethane. -ChloroAniline (hereinafter referred to as "MOCA") is a technique in which a tin compound is used as a curing accelerator. These tin compound type curing accelerators have a slow normal temperature curing rate.

Therefore, although the patent regulates the curing rate at room temperature by specifying the type of polyol, it is not preferable because tin has recently been regulated as an environmental hormone agent as well as there is a problem in developing the curing rate at room temperature. .

Korean Patent No. 0586037 discloses a process for producing polyisocyanurate by reacting diethyltoluenediamine, polypropylenediamine, isophoronediamine, isophoronediamine, isophoronediamine, isophoronediamine, isophoronediamine, and diisobutylenediamine, which have a high reaction rate in place of MOCA as a chain extender without using heavy metals or tin compounds such as lead (Pb) The use of amines such as diphenylmethanediamine to increase the reaction rate between the urethane prepolymer as a main component and the polyol as a curing agent, thereby producing urethane chips and binders free of environmental hormone-induced heavy metals without a curing accelerator. However, such a preparation requires very limited amines and the temperature at the reaction is greatly influenced by the reaction rate.

Therefore, in domestic field conditions where the four seasons are distinct, it is difficult to control the reaction time according to the addition of these amines, especially in summer, and it is very difficult to control the pot life of the field, and since there is no curing accelerator, the curing reaction rate of the prepolymer and the polyol curing agent is low. As a result, the physical performance of the cured product is critical, which is undesirable from a practical point of view.

The present invention is to provide an eco-friendly polyurethane composition and environmentally-friendly polyurethane waterproof flooring prepared therefrom, which does not include the four major harmful regulatory substances to improve the mechanical properties and tacky (environmental) and environmentally friendly, but also satisfy the KS properties .

One embodiment of the present invention comprises a urethane prepolymer having a free NCO content of 3 to 7% by weight and a polyol curing agent, wherein the polyol curing agent is an environmentally friendly pigment containing a pigment, coloring pigment, polyol, bismuth compound, zinc compound and zirconium compound Polyurethane composition.

Another embodiment of the invention is an environmentally friendly polyurethane composition comprising a urethane prepolymer to a polyol curing agent in a weight ratio of 1: 1 to 3.

Another embodiment of the present invention is the polyol curing agent 40 to 60% by weight pigment, 0.1 to 10% by weight pigment, 20 to 40% by weight polyol, 0.01 to 5% by weight bismuth compound, 0.01 to 5% by weight zinc compound And 0.01 to 5% by weight of zirconium compound.

Another embodiment of the present invention is an environment-friendly polyurethane composition containing a bismuth compound: zinc compound: zirconium compound in a weight ratio of 1: 1 to 50: 1 to 50.

Another embodiment of the present invention is an environment-friendly polyurethane composition wherein the bismuth compound is one selected from bismuth octoate, bismuth naphthenate, bismuth propionate, bismuth maleate, bismuth neothecanoid and bismuth neopentanoid.

Another embodiment of the present invention is an environment where the zinc compound is one selected from zinc octoate, zinc naphthenate, zinc propionate, zinc maleateate, zinc neothecanoid and zinc neopentanoid, zinc carboxylate Polyurethane composition.

Another embodiment of the present invention is an environment-friendly polyurethane composition wherein the zirconium compound is one selected from zirconium octoate, zirconium naphthenate, zirconium neothecanoid and zirconium carboxylate.

Another embodiment of the present invention is an eco-friendly polyurethane waterproof flooring made of the eco-friendly polyurethane composition.

Eco-friendly polyurethane composition according to the present invention and the waterproofing flooring of the eco-friendly polyurethane produced therefrom does not contain heavy metals, which are the four harmful regulatory substances to improve the mechanical properties and environmentally friendly, it is possible to obtain the effect of satisfying the KS properties. In addition, the adhesiveness and mechanical strength are improved compared to the polyurethane composition to which the conventional bismuth monocatalyst or bismuth and zinc mixed catalyst are applied, and thus may be usefully used as a waterproof flooring material.

Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. In general, the nomenclature used herein is well known and commonly used in the art.

Throughout this specification, when an element is referred to as "including " an element, it is understood that the element may include other elements as well, without departing from the other elements unless specifically stated otherwise.

According to one embodiment of the present invention, a free NCO content includes a urethane prepolymer and a polyol curing agent having a content of 3 to 7% by weight, and the polyol curing agent includes a extender pigment, a pigmented pigment, a polyol, a bismuth compound, a zinc compound, and a zirconium compound. To provide an environmentally friendly polyurethane composition.

It is preferable that the urethane prepolymer and the polyol curing agent include a urethane prepolymer to a polyol curing agent in a weight ratio of 1: 1 to 3. When the weight ratio of the urethane prepolymer to the polyol curing agent is within the above range, there is an excellent effect on excellent coating film elasticity, mechanical strength improvement and waterproofing and moisture proofing.

The urethane prepolymer has a free NCO content of 3 to 7% by weight, and is toluenedi based on a polyol in which a diol having a number average molecular weight of 2,000 to 3,000 and a triol having a number average molecular weight of 3,000 to 4,000 are mixed. Isocyanate was added at an equivalence ratio of 1: 1.0 to 2, and the reaction was performed at 80 ° C. until free NCO (%) = 5.0 ± 2%. If necessary, 1,3-butylene glycol (1, 3-ButyleneGlycol), Tri methylol Propane, and the like can be prepared by addition reaction by cooling.

The polyol curing agent includes extender pigments, colored pigments, polyols, bismuth compounds, zinc compounds and zirconium compounds.

The extender pigment serves as a filler, and preferably contains 40 to 60% by weight of the polyol curing agent. When the content of the extender pigment is within the above range, there is an effect of improving mechanical strength and reducing costs.

The extender pigments include, but are not limited to, calcium carbonate (CaCO 3 ), barium sulfate (BaSO 4 ), silicon dioxide (SiO 2 ), calcium oxide (CaO), talc (Talc), and the like.

The coloring pigment serves as a coloring agent, it is preferably included in the content of 0.1 to 10% by weight in a polyol curing agent. When the content of the pigment is within the above range has the effect of implementing a specific color.

The coloring pigments may include Ti-based, Cyanine-based, Carbon-based, Fe-based, ceramic-based, etc. Specific examples thereof include titanium oxide (TiO 2 ), phthalocyanine green, iron oxide green, Iron oxide red (Iron Oxide Red), iron oxide yellow (Iron Oxide Yellow), carbon black (Carbon Black), chrome yellow (Chrome Yellow) and the like, but is not limited thereto.

The polyol plays a role of curing the coating film, in that the polyol mixed with triol having a number average molecular weight of 3,000 to 4,000 and diol having a number average molecular weight of 2,000 to 3,000 is excellent in crosslinking reaction upon curing. desirable. At this time, the mixing ratio of the triol to the diol can be suitably adjusted according to any purpose by a conventional method in the field of the present invention.

The polyol is preferably contained in 20 to 40% by weight in the polyol curing agent. When the content of the polyol is within the above range, there is an effect of improving the cost, improving the mechanical strength and expansion ratio.

As the polyol, polypropylene glycol (Polypropyleneglycol), polyether glycol (Polyetherglycol) And the like, but is not limited thereto.

In the present invention, by including a bismuth compound, a zinc compound and a zirconium compound in the polyol curing agent, it is environmentally friendly and improves mechanical properties and obtains the effect of satisfying KS properties. Compared with the urethane composition, it is possible to significantly improve the tacky and mechanical strength.

 In detail, the bismuth compound has characteristics of Group 13 specific metals, which is environmentally friendly and has the advantage of promoting product curing. However, when only the bismuth compound is used as a curing accelerator of a polyol curing agent, mechanical strength decreases and pot life. There is a problem of deterioration of workability due to shortening. Accordingly, in the present invention, by including the bismuth compound with the zinc compound and the zirconium compound in the polyol curing agent, it is possible to obtain the effect of improving the adhesiveness, mechanical strength and workability improvement by adjusting the curing reaction time by the crosslinking reaction promoting action during the curing reaction. It is.

The bismuth compound is preferably contained in 0.01 to 5% by weight in a polyol curing agent. When the content of the bismuth compound is within the above range, there is an effect of securing workability and increasing elasticity and mechanical strength according to reaction rate control.

The bismuth compound may include one selected from bismuth octoate, bismuth naphthenate, bismuth propionate, bismuth maleate, bismuth neothecanoid and bismuth neopentanoid, but are not limited thereto.

The zinc compound is preferably contained in 0.01 to 5% by weight in the polyol curing agent. When the content of the zinc compound is within the above range, there is an effect of increasing mechanical strength by promoting the crosslinking reaction.

The zinc compound may be one selected from zinc octoate, zinc naphthenate, zinc propionate, zinc maleate, zinc neothecanoid and zinc neopentanoid, and zinc carboxylate, and the like. It is not.

The zirconium compound is preferably contained in 0.01 to 5% by weight in a polyol curing agent. When the content of the zirconium compound is in the above range, the tackiness is lowered, there is an effect of improving the mechanical strength. In general, the urethane waterproof flooring material exhibits excellent properties when the adhesiveness is low so that contaminants from the external environment do not adhere to the coating film.

The zirconium compound may be one selected from zirconium octoate, zirconium naphthenate, zirconium neothecanoid and zirconium carboxylate, but is not limited thereto.

The polyol curing agent is preferably a bismuth compound: zinc compound: zirconium compound in a weight ratio of 1: 1 to 50: 1 to 50. When the weight ratio of the bismuth compound: zinc compound: zirconium compound is within the above range, there is an effect of improving mechanical strength and controlling the curing reaction time by promoting the crosslinking reaction during the curing reaction.

The polyol curing agent may further include additives commonly added in the art to which the present invention pertains, in addition to the above-described extender pigments, coloring pigments, polyols, bismuth compounds, zinc compounds, and zirconium compounds.

Examples of the additives include chain extenders and diluents. Such an additive may be appropriately adjusted depending on the purpose.

The chain extender may be 4,4'-methylene bis ortho-chloro aniline (4,4'-Methylene bis Ortho-ChloroAniline; MOCA) , 1,3-butylene glycol (1,3-Butylene Glycol), 1,4 Butadiene (1,4-Butadien), Trimethylol Propane (Trimethylol Propane) and the like, but is not limited thereto.

The diluent may include mineral spirits, xylene, toluene, n-butyl acetate, and the like, but is not limited thereto.

According to another embodiment of the present invention, to provide an eco-friendly polyurethane waterproof flooring made of the above-described eco-friendly polyurethane composition.

The eco-friendly polyurethane waterproof flooring may be manufactured from an eco-friendly polyurethane composition by adopting a method widely known in the art to which the present invention belongs, and a detailed description thereof will be omitted.

Hereinafter, preferred embodiments and comparative examples of the present invention will be described. However, the following embodiments are merely preferred embodiments of the present invention, and the present invention is not limited to the following embodiments.

Example

In accordance with the contents shown in Table 1, the extender pigments, coloring pigments, polyols, bismuth compounds, zinc compounds, zirconium compounds, diluents and chain extenders were added to the reactor and mixed with a stirrer to prepare a polyol curing agent. Polyurethane cured product was prepared by mixing and curing a urethane prepolymer having a free NCO content of 4.5% by weight so that the weight ratio of urethane prepolymer to polyol curing agent was 1: 2.5.

division Content (% by weight) Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Polyol
Polypropylene glycol with a number average molecular weight of 3,000 30.0 30.0 30.0 30.0 30.0 30.0 Polyether glycol with number average molecular weight of 4,000 4.0 4.0 4.0 4.0 4.0 4.0 Chain extension MOCA 3.0 3.0 3.0 3.0 3.0 3.0 Pigmentation Pigment Iron oxide green 8.0 8.0 8.0 8.0 8.0 8.0 Extender pigment Calcium carbonate 52.5 52 51.5 52 51.5 51 diluent Mineral spirits 1.0 1.0 1.0 1.0 1.0 1.0 Bismuth compounds Bismuth octoate 0.5 0.5 0.5 1.0 1.0 1.0 Zinc compound Zinc octoate 0.5 1.0 1.0 0.5 1.0 1.0 Zirconium compound Zirconium Octoi 0.5 0.5 1.0 0.5 0.5 1.0

Comparative Example

In accordance with the contents shown in Table 2, the extender pigments, coloring pigments, polyols, bismuth compounds, lead compounds, diluents and chain extenders were added to the reactor and mixed with a stirrer to prepare a polyol curing agent. Polyurethane cured product was prepared by combining the prepared polyol curing agent with a urethane prepolymer having a free NCO content of 4.5% by weight so that the weight ratio of the urethane prepolymer to the polyol curing agent was 1: 2.5.

division Content (% by weight) Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Polyol Polypropylene glycol with a number average molecular weight of 3,000 30.0 30.0 30.0 30.0 Polyether glycol with number average molecular weight of 4,000 4.0 4.0 4.0 4.0 Chain extension MOCA 3.0 3.0 3.0 3.0 Pigmentation Pigment Iron oxide green 8.0 8.0 8.0 8.0 Extender pigment Calcium carbonate 52.6 53.8 53.0 52.0 diluent Mineral spirits 1.0 1.0 1.0 1.0 Bismuth compounds Bismuth octoate 1.4 0 0 0 Lead compounds Lead octoate 0 0.1 0.5 1.0 Zinc compound Zinc octoate 0 0.1 0.5 1.0

Character analysis

The polyurethane cured product prepared according to Examples 1 to 5 and Comparative Examples 1 to 4 was measured according to the following measuring method, and the results are shown in Table 3 below.

1) Tensile strength

Using a universal testing machine (5965, INSTRON Inc.) was measured according to the KS F 3211 standard.

2) Tear strength

Using a universal testing machine (5965, INSTRON Inc.) was measured according to the KS F 3211 standard.

3) Elongation at break

Using a universal testing machine (5965, INSTRON Inc.) was measured according to the KS F 3211 standard.

4) hardness

Measured using a Shore A Type hardness tester.

5) Pot life

Using a digital viscometer from Brookfield, Inc., the mixing time of the urethane agent (urethane prepolymer) and the polyol curing agent was measured at a standard temperature (25 ° C.), and the arrival time up to 100,000 cps was measured.

6) tacky

The urethane prepolymer and the urethane polyol curing agent, which are the subjects of Examples and Comparative Examples, were respectively mixed at a standard temperature (25 ° C.), and then applied to a flat specimen with a thickness of 3 mm and dried for 168 hours. The dried specimens were cut into two pieces of 10 mm × 10 mm, pressed together for 1 hour using a 10 kg weight presser, and the adhesive surfaces were measured using PICMA TACK TESTER.

division The tensile strength
(N / mm < 2 & Phosphorus strength
(N / mm) At break
Elongation (%) Hardness
(Hs) Housework time
(minute) Stickiness
(N) Example 1 2.76 19.33 460.46 62 53 0.36 Example 2 2.84 20.37 474.22 63 52 0.35 Example 3 2.99 21.60 480.35 63 51 0.14 Example 4 3.09 22.51 489.63 64 39 0.34 Example 5 3.14 23.16 495.32 65 38 0.32 Example 6 3.21 24.97 501.43 66 37 0.12 Comparative Example 1 3.05 22.45 478.52 65 38 0.25 Comparative Example 2 2.13 16.82 390.84 52 52 0.88 Comparative Example 3 2.68 18.64 442.32 58 45 0.87 Comparative Example 4 3.01 20.95 480.58 62 39 0.86

As shown in Table 3, as the amount of the addition of zirconium increased in Examples 1 to 6, the improvement of the stickiness (Tacky) is more pronounced than in Comparative Example 1, the degree of sticking of the coating film was improved, and at the same time, the lead containing four major heavy metals It was found that environmentally friendly effects could be obtained. In addition, in the case of Comparative Examples 2 to 4 using the bismuth compound and zinc alone, the mechanical strength is lower than that of Comparative Example 1, but in Example 6 in which the bismuth compound, the zinc compound and the zirconium compound are mixed, the amount of zinc and zirconium added It can be seen that the strength is significantly improved as it is increased. In addition, in Examples 1 to 6 it was found that the pot life can be adjusted by adjusting the amount of bismuth. Therefore, when the bismuth compound, the zinc compound, and the zirconium compound were mixed and used as a catalyst in a predetermined amount or more, the four major heavy metals were not included, and at the same time, the mechanical strength and adhesion improvement of the composition using the lead catalyst were obtained.

It will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the invention as defined by the appended claims.

Claims (7)

A urethane prepolymer having a free NCO content of 3 to 7% by weight and a polyol curing agent,
The polyol curing agent 40 to 60% by weight pigment, 0.1 to 10% by weight pigment, 20 to 40% by weight polyol, 0.01 to 5% by weight bismuth compound, 0.01 to 5% by weight zinc compound and 0.01 to 5% by weight zirconium compound Eco-friendly polyurethane composition comprising a.
The eco-friendly polyurethane composition of claim 1, wherein the urethane prepolymer and the polyol curing agent include a urethane prepolymer to a polyol curing agent in a weight ratio of 1: 1 to 3.
The eco-friendly polyurethane composition of claim 1, wherein the polyol curing agent comprises a bismuth compound: a zinc compound: a zirconium compound in a weight ratio of 1: 1 to 50: 1 to 50.
The method of claim 1, wherein the bismuth compound is at least one member selected from the group consisting of bismuth octoate, bismuth naphthenate, bismuth propionate, bismuth maleate, bismuth neothecanoid and bismuth neopentanoid. Eco-friendly polyurethane composition.
The zinc compound of claim 1, wherein the zinc compound is at least 1 selected from the group consisting of zinc octoate, zinc naphthenate, zinc propionate, zinc maleateate, zinc neothecanoid, zinc neopentanoid, and zinc carboxylate. Eco-friendly polyurethane composition, characterized in that the species or more.
The eco-friendly polyurethane composition according to claim 1, wherein the zirconium compound is at least one selected from the group consisting of zirconium octoate, zirconium naphthenate, zirconium neothecanooid, and zirconium garboxylate.
Eco-friendly polyurethane waterproof flooring made of an eco-friendly polyurethane composition according to any one of claims 1 to 6.
KR1020120054597A 2012-05-23 2012-05-23 Environment-friendly polyurethane composition KR20130130933A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1020120054597A KR20130130933A (en) 2012-05-23 2012-05-23 Environment-friendly polyurethane composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1020120054597A KR20130130933A (en) 2012-05-23 2012-05-23 Environment-friendly polyurethane composition

Publications (1)

Publication Number Publication Date
KR20130130933A true KR20130130933A (en) 2013-12-03

Family

ID=49980323

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020120054597A KR20130130933A (en) 2012-05-23 2012-05-23 Environment-friendly polyurethane composition

Country Status (1)

Country Link
KR (1) KR20130130933A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20190073672A (en) * 2017-12-19 2019-06-27 주식회사 아트캠 Eco-friendly polyurethane composition amd its preparing method

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20190073672A (en) * 2017-12-19 2019-06-27 주식회사 아트캠 Eco-friendly polyurethane composition amd its preparing method

Similar Documents

Publication Publication Date Title
JP4828610B2 (en) Tire with colored surface
KR102079572B1 (en) Dual complex waterproof sheet and waterproof method using the same
EP2510027B1 (en) Polyurethane prepolymers
DE102008001855A1 (en) Two-component composition for the production of flexible polyurethane gelcoats
JP6035953B2 (en) Urethane adhesive composition
KR102028103B1 (en) Slow drying and highly stretchable polyurea coating composition with high hardness, method of use the same and waterproof method using the same
EP1664148B9 (en) Two-component composition for producing polyurethane gel coats for epoxy-resin and vinyl-ester resin composite materials
CN106675490A (en) Polyurethane adhesive and plastic track prime material as well as preparation methods thereof
JP6171330B2 (en) Adhesive composition
KR101817845B1 (en) Process for the production of spray polyurethane elastomers and the elastomers produced by this process
JP6171302B2 (en) Urethane adhesive composition
CN107245296B (en) Full-plastic bears water ripple runway and preparation method thereof certainly
KR101123558B1 (en) Polyurethane composition with eco-material and polyurethane waterproof-flooring material prepared by the same
DE102013022173B4 (en) Polyurethane elastomers based on polyether alcohol mixtures and trimerized diisocyanates
CN108192494A (en) One kind is ventilative from knot line type sporting ground material and preparation method
KR20130130933A (en) Environment-friendly polyurethane composition
KR100910732B1 (en) Polyurethane binder composition with pro-enviromental property and polyurethane binder chip prepared by the same and polyurethane paving material prepared by the same
KR101448349B1 (en) Environment―friendly Hybrid Polyurea Composition
KR20150130716A (en) Polyurethane track with eco-material and construction method thereof
JP2014122301A (en) Adhesive composition
JP2013534943A (en) Reactive isocyanate-terminated prepolymers for binder applications
KR20140017064A (en) Environment-friendly hybrid polyurea composition
JP3813649B2 (en) Method for producing fast-curing polyurethane waterproof membrane
KR20210076818A (en) Organic and inorganic complex composition for concrete surface treatment for polyurea coating and method of surface treatment using the same
JPH07330855A (en) Production of cold-setting coating-waterproofing material

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E601 Decision to refuse application